N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

Base Information

Chemical Name:N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide
CAS No.:1611459-99-4
Molecular Formula:C₁₈H₂₂Cl₃NO₄
Molecular Weight:422.736
Hs Code.:

Synonyms:N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

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Chemical Property of N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

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Technology Process of N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

There total 15 articles about N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1611459-95-0
C₁₈H₂₂Cl₃NO₄

: 1611459-97-2
N-{(1'R)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

: 1611459-99-4
N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

Guidance literature:: With potassium carbonate; In o-xylene; at 150 ℃; for 1.5h; Temperature; Overall yield = 89 %; Sealed tube; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

: 1611459-96-1
C₁₈H₂₂Cl₃NO₄

: 1611459-87-0
(Z)-3-[(4'R,5'R)-5'-(benzyloxy)-2',2'-dimethyl-1',3'-dioxan-4'-yl]prop-2-en-1-ol

: 1611459-97-2
N-{(1'R)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

: 1611459-99-4
N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

Guidance literature:: With potassium carbonate; In o-xylene; at 150 ℃; for 2h; Temperature; Sealed tube; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

: 866772-34-1
C₁₄H₁₈O₄

: 1611459-99-4
N-{(1'S)-1-[(4''R,5''R)-5''-(benzyloxy)-2'',2''-dimethyl-1'',3''-dioxan-4''-yl]allyl}-2,2,2-trichloroacetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / -10 - 0 °C / Inert atmosphere

1.2: 1.5 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -50 - -30 °C / Inert atmosphere

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

4.1: potassium carbonate / o-xylene / 1.5 h / 150 °C / Sealed tube; Inert atmosphere; Microwave irradiation

With sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; o-xylene; toluene; mineral oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 4.1: |Overman Rearrangement;
DOI:10.1016/j.tetasy.2014.04.002